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A91906

Sigma-Aldrich

L-(+)-Arabinose

98%

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Synonym(s):
(+)-Arabinose
Empirical Formula (Hill Notation):
C5H10O5
CAS Number:
Molecular Weight:
150.13
Beilstein:
1723085
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

powder

optical activity

[α]20/D +103°, c = 1 in H2O

mp

160-163 °C (lit.)

SMILES string

OC[C@H](O)[C@H](O)[C@@H](O)C=O

InChI

1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4-,5+/m0/s1

InChI key

PYMYPHUHKUWMLA-VAYJURFESA-N

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Application

L-(+)-Arabinose is used as a key starting material in the total synthesis of (+)-ambruticin, zaragozic acid A, (−)-radicamine B and (+)-herbarumin I.

Biochem/physiol Actions

L-Arabinose is the naturally occurring isomer and is a constituent of plant polysaccharides. Most bacteria contain an inducible arabinose operon that codes for a series of enzymes and transporters that allows L-arabinose to be used as the sole carbon source in microbial culture.

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

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Total synthesis of (-)-radicamine B.
Gurjar, Mukund K et al.
Tetrahedron Letters, 47(39), 6979-6981 (2006)
Total synthesis of (+)-herbarumin I via intermolecular Nozaki-Hiyama-Kishi reaction.
Sabino, Adao Aparecido and Pilli, Ronaldo A
Tetrahedron Letters, 43(15), 2819-2821 (2002)
Stereoselective total synthesis of zaragozic acid A based on an acetal [1, 2] Wittig rearrangement.
Tomooka, Katsuhiko et al.
Angewandte Chemie (International Edition in English), 39(24), 4502-4505 (2000)
Total synthesis of ambruticin.
Eun Lee et al.
Angewandte Chemie (International ed. in English), 41(1), 176-178 (2002-12-20)
Tobias Bergmiller et al.
BMC microbiology, 11, 118-118 (2011-05-31)
The essential Escherichia coli gene ygjD belongs to a universally conserved group of genes whose function has been the focus of a number of recent studies. Here, we put ygjD under control of an inducible promoter, and used time-lapse microscopy

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